Literature DB >> 26663680

Expedient Iron-Catalyzed C-H Allylation/Alkylation by Triazole Assistance with Ample Scope.

Gianpiero Cera1, Tobias Haven1, Lutz Ackermann2.   

Abstract

Triazole assistance set the stage for a unified strategy for the iron-catalyzed C-H allylation of arenes, heteroarenes, and alkenes with ample scope. The versatile catalyst also proved competent for site-selective methylation, benzylation, and alkylation with challenging primary and secondary halides. Triazole-assisted C-H activation proceeded chemo-, site-, and diastereo-selectively, and the modular TAM directing group was readily removed in a traceless fashion under exceedingly mild reaction conditions.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  C−H activation; alkylation; allylation; iron; triazoles

Year:  2015        PMID: 26663680     DOI: 10.1002/anie.201509603

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  18 in total

1.  Distal Alkenyl C-H Functionalization via the Palladium/Norbornene Cooperative Catalysis.

Authors:  Zhao Wu; Nina Fatuzzo; Guangbin Dong
Journal:  J Am Chem Soc       Date:  2020-02-03       Impact factor: 15.419

2.  Mechanistic Insights into Iron-Catalyzed C-H Bond Activation and C-C Coupling.

Authors:  Samantha M Brewer; Timothy M Schwartz; Magy A Mekhail; Lara S Turan; Timothy J Prior; Timothy J Hubin; Benjamin G Janesko; Kayla N Green
Journal:  Organometallics       Date:  2021-07-20       Impact factor: 3.837

Review 3.  A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry.

Authors:  Carlo Sambiagio; David Schönbauer; Remi Blieck; Toan Dao-Huy; Gerit Pototschnig; Patricia Schaaf; Thomas Wiesinger; Muhammad Farooq Zia; Joanna Wencel-Delord; Tatiana Besset; Bert U W Maes; Michael Schnürch
Journal:  Chem Soc Rev       Date:  2018-08-28       Impact factor: 54.564

Review 4.  Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion.

Authors:  Alois Fürstner
Journal:  ACS Cent Sci       Date:  2016-10-27       Impact factor: 14.553

5.  Copper-catalyzed direct alkylation of heteroarenes.

Authors:  Cédric Theunissen; Jianjun Wang; Gwilherm Evano
Journal:  Chem Sci       Date:  2017-03-20       Impact factor: 9.825

Review 6.  Iron-Catalyzed C-H Functionalizations under Triazole-Assistance.

Authors:  Matteo Lanzi; Gianpiero Cera
Journal:  Molecules       Date:  2020-04-15       Impact factor: 4.411

7.  Experimental and computational studies of the mechanism of iron-catalysed C-H activation/functionalisation with allyl electrophiles.

Authors:  Joshua C DeMuth; Zhihui Song; Stephanie H Carpenter; Theresa E Boddie; Aleksa Radović; Tessa M Baker; Osvaldo Gutierrez; Michael L Neidig
Journal:  Chem Sci       Date:  2021-06-17       Impact factor: 9.825

8.  Introducing unactivated acyclic internal aliphatic olefins into a cobalt catalyzed allylic selective dehydrogenative Heck reaction.

Authors:  Soham Maity; Pravas Dolui; Rajesh Kancherla; Debabrata Maiti
Journal:  Chem Sci       Date:  2017-05-16       Impact factor: 9.825

9.  Thiocarbonyl-enabled ferrocene C-H nitrogenation by cobalt(III) catalysis: thermal and mechanochemical.

Authors:  Santhivardhana Reddy Yetra; Zhigao Shen; Hui Wang; Lutz Ackermann
Journal:  Beilstein J Org Chem       Date:  2018-06-25       Impact factor: 2.883

10.  Pivalophenone imine as a benzonitrile surrogate for directed C-H bond functionalization.

Authors:  Wengang Xu; Naohiko Yoshikai
Journal:  Chem Sci       Date:  2017-05-30       Impact factor: 9.825

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